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Search results; Over 1,000 homes in Middletown

Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #202
1 queen bed, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 27 reviews
Guest favourite
Room in Middletown
Charming Upstate New York Inn Cozy Suite #203
2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Middletown
Peace and quiet. Comfy, private house to relax in
4 bedrooms, 4 beds, 1.5 bathrooms
2–7 Aug
4.98 out of 5 average rating, 218 reviews
Top guest favourite
Home in Middletown
Industrial Modern Home - 360 Views!
4 bedrooms, 6 beds, 3.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 19 reviews
Guest favourite
Room in Otisville
B3 Cozy private RM Otisville Middletown Deer park
1 queen bed, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Goshen
Goshen Village Home
2 bedrooms, 2 queen beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Pine Bush
Explore and Relax On The Knoll
1 bedroom, 2 beds, 1 bathroom
26–31 Oct
4.91 out of 5 average rating, 33 reviews
Top guest favourite
Home in Goshen
Cozy Brookside Cottage on the Farm
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 95 reviews
Home in Otisville
3BedRM Cozy Home Otisville Middletown Deer Park
3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.75 out of 5 average rating, 4 reviews
Top guest favourite
Farm stay in Goshen
Bright Farm House- Tranquil setting
3 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
4.89 out of 5 average rating, 409 reviews
Top guest favourite
Flat in Montgomery
Cozy studio apartment with everything you need!
1 queen bed, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 21 reviews
Guest favourite
Chalet in Wurtsboro
Gorgeous Chalet with Lots of Room!
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 246 reviews
Luxe
Villa in Middletown
Pinnacle Pointe | Year-Round Pool Spa Lake Theater
7 bedrooms, 12 beds, 8 bathrooms
31 Aug – 5 Sept
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Cabin in Wurtsboro
Forest Spa Retreat on Cascading Brook • 90 Min NYC
3 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 444 reviews
Guest favourite
Home in Warwick
SPACIOUS COUNTRY GETAWAY - JUST 50 MILES FROM GWB!
4 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 131 reviews
Top guest favourite
Guest house in Wurtsboro
Hiker’s Haven, a Cozy Cabin above Bashakill Refuge
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.91 out of 5 average rating, 127 reviews
Guest favourite
Cottage in Pine Bush
Modern 3BR BoHo Retreat/Nearby Hiking, Wineries
3 bedrooms, 3 queen beds, 1 bathroom
15–20 Aug
4.95 out of 5 average rating, 129 reviews
Top guest favourite
Farm stay in Middletown
Hudson Valley Horse Farm Stay | 10 min to Legoland
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 11 reviews